Anchimeric assistance by the oxo group to the enoic function in 9-oxo-(E)-dec-2-enoic acid, the pheromone of the queen honeybee Apis mellifica: importance of the folded forms in solution
Abstract
Exchanges in D2O with queen substance (1), the pheromone of the queen honeybee, the C9 analogue (2), and (E)-dec-2-enoic acid (3), were determined by mass spectrometry and 1H n.m.r. spectroscopy, the importance of the folded conformations through which the end functional groups interfere being emphasized for (1) and (2); this is the first demonstration of anchimeric assistance by an oxo group to a terminal enoic acid function in an aliphatic molecule.